C₄₅H₆₄O₁₁

Base Information

• Chemical Name: C₄₅H₆₄O₁₁
• CAS No.: 474125-44-5
• Molecular Formula: C₄₅H₆₄O₁₁
• Molecular Weight: 780.997
• Mol file: 474125-44-5.mol

Synonyms:C₄₅H₆₄O₁₁

Chemical Property of C₄₅H₆₄O₁₁

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₄₅H₆₄O₁₁

There total 26 articles about C₄₅H₆₄O₁₁ which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

C45H64O10 (474125-43-4) → C45H64O11 (474125-44-5)

Guidance literature:

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2S,3S)-tartrate; 4 A molecular sieve; In dichloromethane; at -50 - -40 ℃; for 3h;

DOI:10.1016/S0040-4020(02)00660-9

Reference yield: 52.0%

C45H64O10 (474125-43-4) → C37H56O10 + C45H64O11 (474125-44-5)

Guidance literature:

With titanium(IV) isopropylate; tert.-butylhydroperoxide; (-)-diethyl tartrate; 4 A molecular sieve; In dichloromethane; at -20 ℃; for 17h;

DOI:10.1016/S0040-4020(02)00660-9

Reference yield:

(5R,7S,8R,9S,10S)-7-((1S,2R)-1-Benzyloxy-2-methyl-but-3-enyl)-8-methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]decane (474125-25-2) → C45H64O11 (474125-44-5)

Guidance literature:

Multi-step reaction with 20 steps

1.1: N-methylmorpholine N-oxide; OsO₄ / 2-methyl-propan-2-ol; H₂O / 24 h / 20 °C

2.1: NaIO₄ / 2-methyl-propan-2-ol; H₂O / 1 h / 20 °C

3.1: 437 mg / NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 3 h / 20 °C

4.1: 75 percent / 1,3-dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine; 10-camphorsulfonic acid / CH₂Cl₂ / 24 h / 35 °C

5.1: 63 percent / tetrahydrofuran / 60 °C

6.1: BH₃*THF / tetrahydrofuran / 0 - 20 °C

6.2: 75 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran / 0 - 20 °C

7.1: 57 percent / DMSO; (COCl)2; triethylamine / CH₂Cl₂ / 1.5 h / -70 - -40 °C

8.1: 58 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 12 h / 20 °C

9.1: 84 percent / trifluoromethanesulfonic acid / hexane / 19 h / 20 °C

10.1: 71 percent / Et₃SiH; BF₃*OEt₂ / CH₂Cl₂ / 1 h / -50 - -20 °C

11.1: 99 percent / hydrogen; AcOH / Pd(OH)2/C / ethyl acetate; methanol / 72 h / 20 °C

12.1: 174 mg / 10-camphorsulfonic acid / tetrahydrofuran / 1 h / 20 °C

13.1: 100 percent / N,N-diisopropylethylamine / 1,2-dichloro-ethane / 14 h / 40 °C

14.1: 100 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 1.58 h / -80 - -40 °C

15.1: triethylamine / 1,2-dichloro-ethane / 0.67 h / 0 °C

16.1: 202 mg / 18-crown-6 / dimethylformamide / 48 h / 50 °C

17.1: diisobutylaluminum hydride / CH₂Cl₂; hexane / 0.5 h / -80 - -70 °C

18.1: 75.7 mg / toluene / 3 h / 20 °C

19.1: 95 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 0.5 h / -60 °C

20.1: 13 percent / (-)-diethyl tartrate; Ti(Oi-Pr)4; t-butyl hydroperoxide / molecular sieves 4 A / CH₂Cl₂ / 17 h / -20 °C

With titanium(IV) isopropylate; triethylsilane; tert.-butylhydroperoxide; dmap; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; borane-THF; 2-methyl-but-2-ene; oxalyl dichloride; 18-crown-6 ether; trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; (1S)-10-camphorsulfonic acid; hydrogen; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; (-)-diethyl tartrate; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium dihydroxide; 4 A molecular sieve; In tetrahydrofuran; methanol; hexane; dichloromethane; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 7.1: Swern oxidation / 20.1: Katsuki-Sharpless epoxidation;

DOI:10.1016/S0040-4020(02)00660-9

upstream raw materials:

C₄₅H₆₄O₁₀

(3S,4S,5R,6S)-6-Benzyloxymethyl-5-hydroxy-3,4-dimethyl-tetrahydro-pyran-2-one

(3S,4S,5S)-5-((R)-2-Benzyloxy-1-iodo-ethyl)-3,4-dimethyl-dihydro-furan-2-one

(5R,7R,8R,9S,10S)-8-Methoxymethoxy-9,10-dimethyl-1,6-dioxa-spiro[4.5]decane-7-carbaldehyde

Downstream raw materials:

C₄₆H₆₄O₁₀